1-amino-3-piperidin-1-ylpropan-2-ol

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Similar procedure as Example 13, 2-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxylic acid (S4) 0.2 g (1.0 mmol) and 1-amino-3-(piperidin-1-yl)propan-2-ol 0.34 g (2.1 mmol) was reacted to give 0.26 g (78%) of the titled compound as a white solid.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Similar procedure as Example 13, 2-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxylic acid (S4) 0.2 g (1.0 mmol) and 1-amino-3-(piperidin-1-yl)propan-2-ol 0.34 g (2.1 mmol) was reacted to give 0.26 g (78%) of the titled compound as a white solid.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The title compound, m.p. 269-272° C., and MS: m/e=392.3 (M+H+), was prepared from 4-chloro-2-(4-methoxy-phenyl)-quinoline and (RS)-1-amino-3-piperidin-1-yl-propan-2-ol.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Prepared according to the procedure described for example 70 from 5-((3,5-dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid (500 mg, 1.4 mmol) and 1-amino-3-(piperidin-1-yl)propan-2-ol (270 mg, 1.7 mmol) from the above. The title compound was obtained as a solid (125.0 mg, 18% yield). 1H NMR (400 MHz, d6-DMSO) δ: 9.10 (1H, m), 9.00 (2H, m), 8.47 (1H, s), 5.82 (1H, m), 4.03 (1H, m), 3.23 (2H, m), 3.14 (1H, m), 2.92 (2H, m), 2.85 (1H, m), 1.80 (2H, m), 1.67 (2H, m), 1.35 (1H, m). MS m/z: 491.15, 493.16 [M+H]+. Prepared

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Similar procedure as Example 13, 2-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxylic acid (S4) 0.2 g (1.0 mmol) and 1-amino-3-(piperidin-1-yl)propan-2-ol 0.34 g (2.1 mmol) was reacted to give 0.26 g (78%) of the titled compound as a white solid.